Oleylethanolamide

Cat. No. 1484

Oleylethanolamide C20H39NO2 [111-58-0]

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Chemical Name: (9Z)-N-(2-Hydroxyethyl)-9-octadecenamide

Biological Activity

Lipid mediator and analog of anandamide (Cat. No. 1339) that is involved in peripheral regulation of feeding. Selective GPR55 agonist (EC50 values are 0.44, >30 and >30 μM at GPR55, CB1 and CB2 respectively) and PPARα agonist (EC50 = 120 nM). Induces satiety through activation of PPARα and is also a ceramidase inhibitor. Also endogenous agonist at the GPR119 receptor.

Technical Data

M.Wt:
325.53
Formula:
C20H39NO2
Purity:
>99 %
Storage:
Store at +4°C
CAS No:
111-58-0

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Certificate of Analysis / Product Datasheet
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Ryberg et al (2007) The orphan receptor GPR55 is a novel cannabinoid receptor. Br.J.Pharmacol. 152 1092. PMID: 17876302.

Fu et al (2003) Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90. PMID: 12955147.

Calignano et al (2001) Antinociceptive activity of the endogenous fatty acid amide, palmitylethanolamide. Eur.J.Pharmacol. 419 191. PMID: 11426841.

de Fonseca et al (2001) An anorexic lipid mediator regulated by feeding. Nature 414 209. PMID: 11700558.

Coroneos et al (1995) Differential regulation of sphingomyelinase and ceramidase activities by growth factors and cytokines. J.Biol.Chem. 270 23305. PMID: 7559485.

If you know of a relevant reference for this product please let us know.

Citations are publications that use Tocris products. Selected citations for Oleylethanolamide include:

Suárez et al (2014) Oleoylethanolamide enhances β-adrenergic-mediated thermogenesis and white-to-brown adipocyte phenotype in epididymal white adipose tissue in rat. Dis Model Mech 7 129. PMID: 24159189.

Ropero et al (2009) Rapid non-genomic regulation of Ca2+ signals and insulin secretion by PPAR alpha ligands in mouse pancreatic islets of Langerhans. J Endocrinol 200 127. PMID: 19017711.

Ho et al (2008) 'Entourage' effects of N-palmitoylethanolamide and N-oleoylethanolamide on vasorelaxation to anandamide occur through TRPV1 receptors. Br J Pharmacol 155 837. PMID: 18695637.

Do you know of a great paper that uses Oleylethanolamide from Tocris? If so please let us know.

View Related Products by Product Action

Keywords: Oleylethanolamide, supplier, Lipid, mediator, anorexic, actions, GPR55, PPARα, PPARalpha, agonists, Ceramidase, inhibitors, inhibits, Endogenous, GPR119, receptor, Peroxisome, Proliferator-activating, Receptors, PPAR, Cannabinoids, Tocris Bioscience, Other Lipid Metabolism products

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